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    Pennies from Heaven 1981 POSTER

    Pennies from Heaven

    1981

    English

    6.5

    5

    83%

    64%

    Action

    chicago, illinois

    Drama

    great depression

    marriage

    musical

    Musical

    Romance

    teacher

    traveling salesman

    Herbert Ross Herbert Ross Director Twink Caplan Twink Caplan as Bank Customer John Karlen John Karlen as The Detective Christopher Walken Christopher Walken as Tom M.C. Gainey M.C. Gainey as Young Policeman
    During the Great Depression, a sheet music salesman seeks to escape his dreary life through popular music and a love affair with an innocent school teacher.
    Some Like It Hot 1959 POSTER

    Some Like It Hot

    1959

    English

    8.2

    87

    95%

    94%

    Action

    chicago, illinois

    Comedy

    fake identity

    florida

    Music

    musician

    Romance

    transvestism

    witness

    Billy Wilder Billy Wilder Director Pat O'Brien Pat O'Brien as Detective Mulligan Edward G. Robinson Jr. Edward G. Robinson Jr. as Johnny Paradise John Roy John Roy as Police Officer John Indrisano John Indrisano as Waiter
    Two musicians witness a mob hit and struggle to find a way out of the city. Their only opportunity comes in the form of joining an all-girl band as they prepare to leave on a tour. The two disguise themselves as women and struggle to keep their identities secret as they deal with the problems this brings.
    The Gift 2015 POSTER

    The Gift

    2015

    English

    7.0

    124

    91%

    75%

    Action

    bully

    chicago, illinois

    detective

    Drama

    husband wife relationship

    Mystery

    revenge

    stalker

    Thriller

    Joel Edgerton Joel Edgerton Director Beau Knapp Beau Knapp as Detective Walker Joel Edgerton Joel Edgerton as Gordo Rebecca Hall Rebecca Hall as Robyn Jason Bateman Jason Bateman as Simon
    Simon and Robyn are a young married couple whose life is going as planned until a chance run-in with Simon's high school acquaintance sends their world into a tailspin.
    The St. Valentine's Day Massacre 1967 POSTER

    The St. Valentine's Day Massacre

    1967

    English

    6.6

    14

    75%

    68%

    Action

    chicago, illinois

    Crime

    crime boss

    Drama

    gunfight

    historical figure

    History

    prohibition era

    shootout

    Roger Corman Roger Corman Director Ralph Meeker Ralph Meeker as George Clarence 'Bugs' Moran Leo Gordon Leo Gordon as Heitler Ron Nyman Ron Nyman as Hood Patrick Whyte Patrick Whyte as Judge at Party
    Chicago February 14th 1929. Al Capone finally establishes himself as the city's boss of organised crime. In a north-side garage his hoods, dressed as policemen, surprise and mow down with machine-guns the key members of Bugs Moran's rival gang. The film traces the history of the incident, and the lives affected and in some cases ended by it.
    Backdraft 1991 POSTER

    Backdraft

    1991

    English

    6.7

    44

    72%

    75%

    Action

    chicago, illinois

    corruption

    Crime

    Drama

    fire

    Mystery

    psychopath

    rescue

    sibling relationship

    Thriller

    Ron Howard Ron Howard Director William Baldwin William Baldwin as Brian McCaffrey Robert De Niro Robert De Niro as Donald Rimgale Jennifer Jason Leigh Jennifer Jason Leigh as Jennifer Vaitkus Kurt Russell Kurt Russell as Stephen McCaffrey / Dennis McCaffrey
    Two feuding siblings carrying on a heroic family tradition as Chicago firefighters. But when a puzzling series of arson attacks is reported, they are forced to set aside their differences to solve the mystery surrounding these crimes.
    Child's Play 1988 POSTER

    Child's Play

    1988

    English

    6.7

    148

    64%

    65%

    Action

    birthday

    chicago, illinois

    Crime

    Family

    Fantasy

    gift

    ginger

    gun

    Horror

    Thriller

    voodoo

    Tom Holland Tom Holland Director Alex Vincent Alex Vincent as Andy Barclay Brad Dourif Brad Dourif as Charles Lee Ray / Chucky Catherine Hicks Catherine Hicks as Karen Barclay Aaron Osborne Aaron Osborne as Orderly
    An innocent-looking doll is inhabited by the soul of a serial killer who refuses to die.
    Captive State 2019 POSTER

    Captive State

    2019

    English

    6.0

    250

    42%

    40%

    2020s

    Action

    Adventure

    alien

    alien invasion

    apocalypse

    chicago, illinois

    Drama

    dystopia

    Horror

    Mystery

    Sci-Fi

    Thriller

    Rupert Wyatt Rupert Wyatt Director Vera Farmiga Vera Farmiga as Jane Doe Shannon Cochran Shannon Cochran as Kathy Mulligan Marc Grapey Marc Grapey as Mayor Ed Lee Jonathan Majors Jonathan Majors as Rafe Drummond
    Nearly a decade after occupation by an extraterrestrial force, the lives of a Chicago neighborhood on both sides of the conflict are explored. In a working-class Chicago neighborhood occupied by an alien force for nine years, increased surveillance and the restriction of civil rights have given rise to an authoritarian system -- and dissent among the populace.
    Resurrection 1999 POSTER

    Resurrection

    1999

    English

    6.1

    37

    Action

    bible

    chicago, illinois

    Crime

    detective

    Drama

    fbi

    Horror

    investigation

    Mystery

    psychopath

    Thriller

    Russell Mulcahy Russell Mulcahy Director Jonathan Potts Jonathan Potts as Det. Moltz Karen Glave Karen Glave as FBI Receptionist Barbara Gordon Barbara Gordon as Judge Seers David Ferry David Ferry as Mr. Breslauer
    A jaded homicide detective has been put on the case of a ruthless killer in the city of Chicago, who leaves a trail of horribly mutilated and dismembered corpses along with perversely ironic biblical quotes.
    Escape Room 2019 POSTER

    Escape Room

    2019

    English

    6.4

    648

    51%

    54%

    Action

    Adventure

    chicago, illinois

    code

    Drama

    game

    Horror

    key

    Mystery

    puzzle

    riddle

    Sci-Fi

    Thriller

    Adam Robitel Adam Robitel Director Deborah Ann Woll Deborah Ann Woll as Amanda Harper Bart Fouche Bart Fouche as Gary - Ben's Boss Jay Ellis Jay Ellis as Jason Walker Taylor Russell Taylor Russell as Zoey Davis
    Six strangers find themselves in circumstances beyond their control, and must use their wits to survive.
    Roxie Hart 1942 POSTER

    Roxie Hart

    1942

    English

    6.9

    4

    82%

    58%

    based on play or musical

    chicago, illinois

    Comedy

    female prisoner

    murder trial

    social satire

    tap dance

    William A. Wellman William A. Wellman Director George Chandler George Chandler as Amos Hart George Montgomery George Montgomery as Homer Howard William Frawley William Frawley as O'Malley Mary Treen Mary Treen as Secretary
    A café in Chicago, 1942. On a rainy night, veteran reporter Homer Howard tells an increasing audience the story of Roxie Hart and the crime she was judged for in 1927.
    Office Christmas Party 2016 POSTER

    Office Christmas Party

    2016

    English

    5.9

    203

    41%

    41%

    Action

    chicago, illinois

    christmas party

    Comedy

    corporate downsizing

    co-worker relationship

    co-workers relationship

    holiday

    Josh Gordon Josh Gordon Director Vanessa Bayer Vanessa Bayer as Allison Sam Richardson Sam Richardson as Joel Jason Bateman Jason Bateman as Josh Parker Jamie Chung Jamie Chung as Meghan
    When Carol Vanstone, CEO of the technology company Zenotek, expresses her intention to close the Chicago branch, run by her brother Clay, he and his co-workers organize a Christmas party in an effort to impress a potential client and save their jobs. But the party gets out of control…
    Barbershop 2: Back in Business 2004 POSTER

    Barbershop 2: Back in Business

    2004

    English

    5.7

    23

    69%

    48%

    Action

    african american comedy

    barbershop

    beauty salon

    chicago, illinois

    Comedy

    community

    Drama

    inner city

    Kevin Rodney Sullivan Kevin Rodney Sullivan Director Max Arciniega Max Arciniega as Customer Janina Gavankar Janina Gavankar as Field Reporter Keke Palmer Keke Palmer as Gina's Niece Eve Eve as Terri
    The continuing adventures of the barbers at Calvin's Barbershop. Gina, a stylist at the beauty shop next door, is now trying to cut in on his business. Calvin is again struggling to keep his father's shop and traditions alive--this time against urban developers looking to replace mom & pop establishments with name-brand chains. The world changes, but some things never go out of style--from current events and politics to relationships and love, you can still say anything you want at the barbershop.
    Carol 2015 POSTER

    Carol

    2015

    English

    7.3

    122

    94%

    75%

    Action

    based on novel or book

    chicago, illinois

    christmas movie alternative

    Drama

    hotel

    new year's eve

    new york city

    Romance

    Todd Haynes Todd Haynes Director Sarah Paulson Sarah Paulson as Abby Gerhard Cate Blanchett Cate Blanchett as Carol Aird Dwight D. Eisenhower Dwight D. Eisenhower as Himself Julie Nathanson Julie Nathanson as Restaurant Singer
    In 1950s New York, a department-store clerk who dreams of a better life falls for an older, married woman.
    Scarface 1932 POSTER

    Scarface

    1932

    English

    7.7

    53

    98%

    87%

    Action

    based on novel or book

    chicago, illinois

    Crime

    Drama

    Film-Noir

    noir

    police

    prohibition era

    sibling relationship

    Thriller

    Howard Hawks Howard Hawks Director Edwin Maxwell Edwin Maxwell as Detective Chief Frank Mills Frank Mills as Hood Howard Hawks Howard Hawks as Man on Bed Bill Elliott Bill Elliott as Man Outside Theatre
    In 1920s Chicago, Italian immigrant and notorious thug, Antonio 'Tony' Camonte, aka Scarface, shoots his way to the top of the mobs while trying to protect his sister from the criminal life.
    Why We're Killing Gunther 2017 POSTER

    Why We're Killing Gunther

    2017

    English

    4.8

    69

    46%

    28%

    Action

    assassin

    chicago, illinois

    Comedy

    found footage

    lake michigan

    serious

    shooting

    Thriller

    Taran Killam Taran Killam Director Bobby Moynihan Bobby Moynihan as Donnie Cobie Smulders Cobie Smulders as Lisa McCalla Arnold Schwarzenegger Arnold Schwarzenegger as Robert 'Gunther' Bendik Reese Alexander Reese Alexander as Soldier #2
    A group of eccentric assassins are fed up with Gunther, the world's greatest hitman, and decide to kill him – but their plan turns into a series of bungled encounters as Gunther seems to always be one step ahead.
    The Outfit 2022 POSTER

    The Outfit

    2022

    English

    7.2

    179

    86%

    92%

    Action

    chicago, illinois

    Crime

    Drama

    gangster

    mobster

    murder

    Mystery

    police

    Thriller

    trailer

    Graham Moore Graham Moore Director Johnny Flynn Johnny Flynn as Francis Zoey Deutch Zoey Deutch as Mable Dylan O'Brien Dylan O'Brien as Richie Nikki Amuka-Bird Nikki Amuka-Bird as Violet
    Leonard is an English tailor who used to craft suits on London’s world-famous Savile Row. After a personal tragedy, he’s ended up in Chicago, operating a small tailor shop in a rough part of town where he makes beautiful clothes for the only people around who can afford them: a family of vicious gangsters.
    The Weather Man 2005 POSTER

    The Weather Man

    2005

    English

    6.5

    64

    60%

    56%

    Action

    chicago, illinois

    Comedy

    daughter

    Drama

    father

    midlife crisis

    new york city

    television

    Gore Verbinski Gore Verbinski Director Nicolas Cage Nicolas Cage as David Spritz Nicholas Hoult Nicholas Hoult as Mike Michael Caine Michael Caine as Robert Spritzel Bruce Jarchow Bruce Jarchow as Viewer
    A Chicago weather man, separated from his wife and children, debates whether professional and personal success are mutually exclusive.
    Widows 2018 POSTER

    Widows

    2018

    English

    6.8

    168

    91%

    61%

    Action

    chicago, illinois

    Crime

    Drama

    flashback

    heist

    politician

    politics

    remake

    Thriller

    Steve McQueen Steve McQueen Director Jon Bernthal Jon Bernthal as Florek Liam Neeson Liam Neeson as Harry Rawlings Colin Farrell Colin Farrell as Jack Mulligan Brian Tyree Henry Brian Tyree Henry as Jamal Manning
    A police shootout leaves four thieves dead during an explosive armed robbery attempt in Chicago. Their widows have nothing in common except a debt left behind by their spouses' criminal activities. Hoping to forge a future on their own terms, they join forces to pull off a heist.
    The Untouchables 1987 POSTER

    The Untouchables

    1987

    English

    7.8

    161

    83%

    89%

    Action

    baseball bat

    chicago, illinois

    Crime

    Drama

    gangster

    prohibition era

    Thriller

    tough cop

    white suit

    Brian De Palma Brian De Palma Director Andy Garcia Andy Garcia as Agent George Stone / Giuseppe Petri Robert De Niro Robert De Niro as Al Capone Kevin Costner Kevin Costner as Eliot Ness Sean Connery Sean Connery as Jim Malone
    Elliot Ness, an ambitious prohibition agent, is determined to take down Al Capone. In order to achieve this goal, he forms a group given the nickname “The Untouchables”.
    Weird Science 1985 POSTER

    Weird Science

    1985

    English

    6.6

    88

    60%

    69%

    Action

    based on comic

    biker

    chicago, illinois

    Comedy

    Fantasy

    mischievous

    morphing

    nerd

    Romance

    Sci-Fi

    John Hughes John Hughes Director Bill Paxton Bill Paxton as Chet Donnelly Suzanne Snyder Suzanne Snyder as Deb Ivor Barry Ivor Barry as Henry Donnelly Robert Downey Jr. Robert Downey Jr. as Ian
    Two unpopular teenagers, Gary and Wyatt, fail at all attempts to be accepted by their peers. Their desperation to be liked leads them to "create" a woman via their computer. Their living and breathing creation is a gorgeous woman, Lisa, whose purpose is to boost their confidence level by putting them into situations which require Gary and Wyatt to act like men.
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